Holiday rentals in Woodside

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Top-rated holiday rentals in Woodside

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Top guest favourite
A lush green lawn is highlighted, dotted with trees and shrubs. In the distance, a treehouse structure and a pavilion are visible, surrounded by nature. A small garden area with diverse foliage is positioned in the foreground, contributing to the serene outdoor setting.
Treehouse in Bunker
4.96 out of 5 average rating, 160 reviews

Almost Heaven Treehouse

Featured in St Louis Magazine Spring 2022! Previously Parade Magazine and Only in Missouri! Nestled on the banks of Big Creek in the heart of the Missouri Ozarks and the Roger Pryor Pioneer Back Country, sits the Almost Heaven Treehouse. This quaint and rustic space is a must visit for those who love the great outdoors. Whether you want to relax in the creek, swim, hike, fish, paddle float,or ride atvs or s x s, this is the place for you!! This cabin is located 6 miles off pavement.

Top guest favourite
Home in Houston
4.99 out of 5 average rating, 266 reviews

Secluded Stone Cabin w/ Wood-Fired Hot Tub

Peaceful retreat to unplug and unwind. This off‑the‑grid experience has no electricity or flushing toilets, we do provide the essentials: running hot water, an outhouse, and propane lighting. Stay includes access to a handcrafted, wood‑fired hot. (Tub is still under construction. Landscaping and some final details are not finished.) Four-wheel-drive, or high-profile two-wheel drive vehicles are needed to get to the cabin. We must greet guests at arrival to show you how to use the propane lights.

Top guest favourite
The exterior view of the house highlights a covered deck with both seating and dining areas. A fire pit is visible in the yard, surrounded by a grassy space. The home features a light-colored facade under a metal roof, with trees dotting the background.
Home in Eminence
4.94 out of 5 average rating, 119 reviews

2 bedroom close to Jacks Fork and Current River

Rivertown Retreat is located less than 2miles from the Jacks Fork River and a short drive to the Current. This 2 bedroom home is the perfect place to get away from the busyness of life and relax. Sit on the porch swing, grill on the BBQ or toss the frisbee around in the large yard. Whether you are in Eminence for a float trip down the river, to hike in one of the many state parks close by, to catch some trout in the river or just to relax and enjoy the Ozarks, Rivertown Retreat is here for you!

Top guest favourite
Guest house in Mountain View
5 out of 5 average rating, 14 reviews

New! Guest house on our farm. No cleaning fee!

Guest favorite! Whether you need a place to just relax and enjoy nature, or a place to rest while driving through. Come paddle, ride, hike, hunt. Fully stocked kitchen with stove,coffee pot, microwave, refrigerator, and toaster oven. Pans dishes etc. Pet friendly. Room for large trailers. Two large RV pads. No hook ups at this time but in a pinch, we can accommodate for water and power if needed.. Go to sleep to the sounds of frogs and crickets, wake up to birds. Peaceful and private.

Top guest favourite
A quaint cottage with a metal roof is surrounded by trees and open space. The structure is complemented by a nearby silo and a parking area with gravel. Natural light enhances the peaceful outdoor setting, with sparse landscaping and a picnic table visible in the foreground.
Cottage in Couch
4.98 out of 5 average rating, 124 reviews

Garfield Getaway LLC

Newly added 2nd bathroom and laundry attached to the cottage in a Grain Bin! Relax with the whole family in this peaceful country setting located approximately 10 miles from the beautiful Eleven Point River, well known for its canoeing, kayaking and fishing. Enjoy cooking on the grill and s’mores by the firepit. Also enjoy the Mark Twain National Forest with its beautiful hiking trails and natural springs. Party’s not allowed!

Top guest favourite
A serene view of a private lake is framed by lush green foliage. A small boat is seen gliding across the water, with the surrounding farmland and a distant house providing a tranquil backdrop under a partly cloudy sky.
Farm stay in Alton
4.95 out of 5 average rating, 139 reviews

Big Pine Farm Studio Apartment

Enjoy a peaceful stay in our cozy studio apartment located on our working farm, attached to our garage. Sleeping options include a queen bed, bunk beds, and a futon. Relax by the fire pit or explore open space perfect for walking or running. Meet our farm animals—cows, goats, chickens, guineas, and dogs—plus local wildlife. We’re 2 miles from town and 10 miles from the Eleven Point River. No smoking. Non-shedding pets welcome.

Top guest favourite
A cabin is presented with a green exterior and a metal roof. A staircase leads to a balcony featuring two outdoor chairs. The surrounding area is lush with trees, providing a natural backdrop. A small outdoor seating area is visible at the base.
Cabin in Alton
4.91 out of 5 average rating, 180 reviews

Kayden’s Cabin

We are a family owned cabin near the Eleven Point River! We are located exactly 11 miles from the intersection of 19 North and 19 South in Alton, Missouri on AA Highway. Our cabin sleeps six people with a queen size bed, one set of bunk beds, full size blow-up mattress, and a loveseat. We are about a mile and a half from Whitten Access. Please No smoking, pets, or partying. **70.00 A Night**NO CLEANING FEE!!

Guest favourite
A cozy living area features a blue sofa positioned near a stone fireplace. Natural light enters through two windows, illuminating the wooden ceiling's vaulted beams. A decorative area rug lies beneath a coffee table, enhancing the inviting yet rustic charm of the space.
Home in Mammoth Spring
4.83 out of 5 average rating, 152 reviews

Riverrock Cabin - Near Spring River and Main St

This beautiful, 2 bedroom, freshly renovated rock cabin is the perfect escape for anyone looking for a unique place to stay. With whitewashed wood accents, exposed vaulted beams & chic cabin décor this rental is full of charm. It also comes equipped with all the amenities you would expect, including; a coffee bar (and coffee), cooking utensils, DVD player and DVDs, family games, washer and dryer, and WIFI

Top guest favourite
A rustic log cabin is set amidst a wooded area, featuring a welcoming front porch with wooden steps and railings. The natural landscape includes gravel pathways and large rocks, enhancing the cabin's secluded appearance. A hammock hangs nearby, inviting relaxation.
Cabin in Eminence
4.94 out of 5 average rating, 187 reviews

Deadwood Acres Hideaway

This log cabin sets on 15 acres for you to enjoy the serenity and peacefulness while you vacation and relax. Ron is usually around to help cell 314-581-3243. The deck is a great place to just sit and relax and let the world pass by. A spring fed Creek Runs along the edge of the property and is great for just sitting and relaxing. There is a BBQ pit and fire pit on site. Pets are welcome.

Top guest favourite
A large, double slipper clawfoot tub is positioned against a backdrop of rustic wooden walls. A stylish mirror reflects the room, while a small chair sits nearby. A modern electric fireplace adds a touch of warmth, and soft lighting illuminates the space.
Home in Birch Tree
5 out of 5 average rating, 118 reviews

The Aviary Retreat

Newly renovated 1900’s farmhouse with attention to detail. Historic home with current new fixtures. This gorgeous home has beautiful bathroom with a large shower and a double slipper clawfoot tub. We hope you enjoy your stay in our fully restored historic home. Only a short walk to restaurant and bar. There is a security camera on property outside beside backdoor.

Top guest favourite
Loft in Eminence
4.95 out of 5 average rating, 319 reviews

Summerside Private Creekside Retreat

No cleaning fee! Base price for 2 is $135. $10 per person per night over 2. Summerside offers a quiet, private apartment overlooking a quiet Ozark stream. Sleeping areas are separated by a 1/2 wall and sleeps 5. It is 1/2 mile from the Jacks Fork River and 1/4 mile from the shops and restaurants in the pretty little town of Eminence.

Top guest favourite
A charming exterior of a single-story home is presented, featuring a gabled roof and a welcoming front porch with steps. Large windows allow natural light to flow in, while a grassy yard surrounds the home, contributing to a peaceful atmosphere.
Home in Alton
5 out of 5 average rating, 18 reviews

Rufus’ Roost

Take it easy at this unique and tranquil getaway. Watch the wildlife. Fish, canoe, kayak the Eleven Point River. Falling Springs, Greer Springs, Alley Springs, Grand Gulf Park are just a short drive away. Three Restaurants on the Square in Alton. Enjoy a relaxing couple's get-away or come and bring a friend. You'll be glad you did.

Popular amenities for Woodside holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Oregon County
  5. Woodside